1075 Gregory Dr, Maitland, FL 32751
OFF MARKET

1075 Gregory Dr
Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,031 sqft (on 0.28 acres)

$528,300

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $3,618/mo*
Refinance Your Home

$528,300

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $3,618/mo*
Refinance Your Home
3 Beds
2 Baths
2,031 sqft
(on 0.28 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Beautiful, totally remodeled Maitland home on large fenced lot ! Light and bright, wood floors, travertine, fireplace, large eat-in kitchen with custom cabinets and skylights. California Closets built ins with large built in desk area. Stylish light and plumbing fixtures. Sunroom/Bonus room with French doors leading to screened patio with slate flooring. Remodeled baths with travertine shower and oil rubbed bronze fixtures. Large, fenced landscaped lot with side entry driveway. Beautifully landscaped with mature trees and well maintained lawn. Move-in ready !!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 1075 Gregory Dr

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Types of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath, OfficeCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, Brick, Cement ConcreteFoundation Type: FootingLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 4Parking: Carport, Garage Attached, Off Street

Property Information

Year Built
Year Built: 1975Year Updated: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price History for 1075 Gregory Dr

DatePriceEventSource
01/17/2014$250,000Sold
Stellar MLS #O5196534
11/27/2013$264,900Listed For SaleAgent Provided
12/31/1996$106,000Sold
N/A

Market trends in Maitland

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
119
5MoM
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Property Tax and Assessment

Year2025
Tax$2,724
Assessment$418,138
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,616/mo
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Homes for rent near 1075 Gregory Dr

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Comparable Sales for 1075 Gregory Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1004 Gregory Dr, Maitland, FL
0.02
Single-Family Home
$550,000
10/14/25
3
2
1,835
361 Hickory Dr, Maitland, FL
0.18
Single-Family Home
$330,000
06/18/26
3
2
1,407
1606 Oranole Rd, Maitland, FL
0.25
Single-Family Home
$376,000
05/12/26
3
2
1,951
444 Stonewood Ln, Maitland, FL
0.16
Single-Family Home
$550,000
10/14/25
3
2
2,188
363 Croton Dr, Maitland, FL
0.13
Single-Family Home
$350,000
11/24/25
3
2
1,386
344 Banyan Dr, Maitland, FL
0.23
Single-Family Home
$398,000
05/15/26
3
2
1,408
408 Monticello Dr, Altamonte Springs, FL
0.20
Single-Family Home
$503,000
04/15/26
4
2
2,036
370 Sultana Ln, Maitland, FL
0.12
Single-Family Home
$370,000
03/12/26
3
2
1,683
380 Banyan Dr, Maitland, FL
0.17
Single-Family Home
$400,000
01/16/26
3
2
1,404
354 Hickory Dr, Maitland, FL
0.18
Single-Family Home
$401,000
05/13/26
3
2
1,395

Nearby homes

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Assigned Schools

These are the assigned schools for 1075 Gregory Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Maitland

At least 169 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 85 % Say car is needed

  • 80 % Say there are sidewalks

  • 79 % Say parking is easy

  • 72 % Say there's holiday spirit

  • 66 % Say streets are well-lit

  • 65 % Say it's quiet

  • 65 % Say people would walk alone at night

  • 58 % Say kids play outside

  • 55 % Say yards are well-kept

  • 52 % Say it's walkable to restaurants

  • 51 % Say it's walkable to grocery stores

  • 48 % Say neighbors are friendly

  • 45 % Say they plan to stay for at least 5 years

  • 40 % Say there's wildlife

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nickwilson1997.nw
    "Very homey and friendly. Feels very safe and around many things. Great schools and work places to be around "
    0
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  • Che F
    "Lots of dogs, mostly all on leash and well behaved. Most of the local restaurants are dog friendly as well."
    0
    Flag
  • Winterparkhomes
    "Lots of dog friendly places and parks located throughout the City of Maitland and surrounding areas. "
    0
    Flag
  • Jdburry
    "Many community events and a private neighborhood boat dock. Two parks nearby with tennis, pickleball, basketball, walking trails with exercise equipment. Bicycle routes as well."
    0
    Flag
  • Emmrickgarca
    "Schools are good! The library in WinterPark is really close. We’re about to get a new library in Maitland."
    0
    Flag
  • Jeane hennessy
    "It has all the stores around here. I feel safe working and living here. The traffic is not bad. Lots of trees. "
    0
    Flag
  • Amber H. .
    "Safe and clean always see many parents out walking with there kids and the city maintains to streets and planters "
    8
    Flag
  • Arelis R.
    "I’ve lived here for two years. People are friendly there is no crime and I feel safe when I go running alone very early in the morning and late at night. It’s clean and I have never had a package stolen from outside my door. I wish every neighborhood was this safe ! "
    1
    Flag
  • Pennyalberry
    "Plenty of nice areas for walks around the lakes. Many restaurants offer and love catering to dog owners with snacks, food, treats and water available."
    1
    Flag
  • Mandy M.
    "Maybe monthly popcorn and free movies in the park, monthly city block party, weekly farmers market, plenty of parks, trees, and space for bicycle rides."
    1
    Flag
  • Jonathan H.
    "You will like the dog friendly community. You want like the fact that dog parks are non existent. But all in all a great neighborhood. "
    0
    Flag
  • Giovanni L.
    "The commute to the highways and shopping is very close as well. There are public transportation routes as well. "
    0
    Flag
  • Christen R.
    "It’s a growing area and everything is always changing but there is a lot of apartments being built in a concentrated area that leads to the i4 which will one day create a lot of traffic."
    1
    Flag
  • Jennifer D.
    "The area is nice. It seems safe for families of all kinds. I’m not sure about the schools because I don’t have children. But the parks are very nice. "
    2
    Flag
  • Jonathan H.
    "I’ve lived in this neighborhood for five years and I love it. Quiet and Quaint. Easy access to Orlando, attractions and surrounding entertainment. "
    0
    Flag
  • Nicolerossi1003
    "I’ve lived in Maitland for over 12 years. It’s a great community but within the last couple of years, the apartment complexes have gone up surrounding the area which makes traffic unbearable at times."
    2
    Flag
  • Crhayman
    "It has both suburban and urban elements, and quality elementary schools and a good middle school. The Enzian movie theatre also makes it unique. "
    0
    Flag
  • Lisarulesall
    "Its somewhat quiet. There are nostly office buildings. Plenty of grocery stores. Cute library. Close to I4. Itll be walkable to sun rail soon. "
    1
    Flag
  • Elizabeth H.
    "Sheriff picnics, outdoor movies, farmers market, and various sports games. Apartment complex does events like waffle Wednesdays"
    1
    Flag
  • Rhonda T.
    "This is a great place to raise a family or to enjoy retirement. I love all the parks and lakes great shopping and entertainment. "
    3
    Flag
  • elle
    "There is not enough grass for dogs to walk and no where on the property for pets to run and play. Apt bldg has lot's concrete parking but not enough land. The owners do not always pick up after their pets and part of the reason is dog bag stations are not easily accessible, they are quite a distance away. The upside is we have elevators which is helpful for the senior dogs if you live above first floor. The dogs are leashed and owners communicate if their dog if friendly or not. There are parks in driving distance to walk your dig on a leash. Lakes/ parks are clean and dogs love all the smells. Dogs are leashed at the park; its a safe environment."
    0
    Flag
  • Arisellmarte5
    "It’s nice I like this spot over here I go to school over here I see a lot people walking their dogs "
    2
    Flag
  • MHB
    "It is truly a great community!! Very safe for children. Friendly neighbors and we have a neighborhood watch set up! The community really looks out for one another. Very happy to live in Maitland."
    0
    Flag
  • Salimaharris
    "My commute is by car and in the early afternoon so traffic is pretty light but can be very hectic in the morning. "
    0
    Flag
  • Otis5468
    "Quiet and safe, great place to live for young singles and couples, more business types not a lot of kids"
    0
    Flag
  • Otis5468
    "Safe and quiet, nice area, mostly business types, some families , lots of traffic , stores and places to eat"
    0
    Flag
  • Zeus Garca
    "I walk to work 1/2 block every morning. Lake Lilii park is beautiful, safe and a great start to my day"
    1
    Flag
  • Madison S.
    "It’s a great neighborhood for dogs. Sidewalks and neighbors all pick up after animals. Most everyone has a fenced in backyard. "
    1
    Flag
  • Lashana Q.
    "I think the area is secluded and without a car it's hard getting around. I love my place but the gas is ridiculous "
    0
    Flag
  • Lydia w.
    "It has a small town feel with modern day amenities. It's quiet and busy at the same time. Neighbors are nice but not intrusive."
    0
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  • Karen M.
    "Lots of dogs walking around but not many sidewalks. Most owners are good about picking up after their pet. "
    0
    Flag
  • Maria M.
    "It’s a great neighborhood. I have the police station close and so far it’s safe. I have quick access to I4."
    1
    Flag
  • Maesojua
    "Excellent community, gated, safe, private, nice neighborhood, love the green and lake view. Close to shops and great restaurants."
    0
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Homes for sale near 1075 Gregory Dr

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Off Market Homes Near 1075 Gregory Dr

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1075 Gregory Dr, Maitland, FL 32751 is a 3 bedroom, 2 bathroom, 2,031 sqft single-family home built in 1975. This property is not currently available for sale. 1075 Gregory Dr was last sold on Jan 17, 2014 for $250,000. The current Trulia Estimate for 1075 Gregory Dr is $528,300.