7744 Trailwind Dr, Cincinnati, OH 45242
Property image
Property image
OFF MARKET

$604,200

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,278 sqft (on 0.71 acres)

7744 Trailwind Dr, Cincinnati, OH 45242

Est. Refi. Payment $3,908/mo*
Refinance Your Home
Currently Off Market - Sold Jan 7, 2022 for $490,000

Home Value

Trulia Estimate
$604K
Since last month
Decreased$10K (-1.6%)
Since last year
Decreased$8K (-1.3%)
Since last sale
Increased$115K (+23.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +94% in the last 10 years
MonthEstimated value
2026
August 2026$605K
July 2026$614K
June 2026$632K
May 2026$642K
April 2026$642K
March 2026$629K
February 2026$611K
January 2026$587K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.19
Single-Family Home
$520,000
03/20/26
3
1.5
2,020
0.16
Single-Family Home
$576,000
06/16/26
4
3
2,000
0.16
Single-Family Home
$630,500
08/03/26
4
2.5
2,349
0.24
Single-Family Home
$525,000
05/08/26
4
2.5
2,679
0.21
Single-Family Home
$475,000
10/14/25
3
3
2,499
0.36
Single-Family Home
$500,000
04/09/26
4
3
2,384
0.10
Single-Family Home
$836,000
06/05/26
4
2.5
3,149
0.28
Single-Family Home
$705,000
05/22/26
4
2.5
2,688
0.28
Single-Family Home
$800,000
12/15/25
4
3
3,214
0.36
Single-Family Home
$437,500
07/17/26
3
2.5
1,511

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.02
$607,500
3
2.5
1,950
Off Market
0.10
$836,000
4
2.5
3,149
Recently Sold
0.14
$695,800
3
3
3,019
Off Market
0.12
$848,000
6
4
4,710
For Sale
0.16
$630,500
4
2.5
2,349
Recently Sold
0.17
$1,185,000
4
3.5
3,753
Recently Sold
0.19
$828,500
8
5
5,109
Off Market
0.19
$631,900
4
2
2,186
Off Market
0.19
$520,000
3
1.5
2,020
Recently Sold
0.17
$1,256,200
5
4.5
-
Off Market
0.17
-
2
2.5
1,650
Off Market
0.17
$593,700
2
2
1,535
Off Market

Local Information

  • Map ViewExplore the area around 7744 Trailwind Dr.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Lot Size
0.71 acres
Living Area
2,278 sqft
Price/Sqft
$265
Parking
Garage

About this House

Awesome renovation provides wonderful indoor/outdoor living space on one of the biggest lots (.73ac) in highly desirable Winds! Fabulous open-concept kitchen, ample storage, built-in bar, SS appl & granite walks out to fenced, level yard & expansive patio. FR features stone FP & built-ins. Natural light, gorgeous wood floors & new windows throughout. Finished LL w/huge laundry room! You cannot beat this location near highways, restaurants, shopping & parks. Sycamore Schools (Maple Dale Elem).
7744 Trailwind Dr, Cincinnati, OH 45242 is a 4 bedroom, 2 bathroom, 2,278 sqft single-family home built in 1962. It last sold for $490,000 on Jan 7, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $604,200, with a rent estimate of $2,879/month.

Home Details for 7744 Trailwind Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room, Recreation Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 4
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Brick
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.71 acres

Price and Tax history

DateEventPrice
Jan 7, 2022
Source: Cincy MLS #1723713
Sold
$490,000
Dec 5, 2021
Source: Cincy MLS #1723713
Pending
$475,000
Dec 3, 2021
Source: Cincy MLS #1723713
Listed For Sale
$475,000
Jun 26, 2015
Source: Cincy MLS #1449308
Sold
$299,900
May 15, 2015
Source: Agent Provided
Pending
$299,900

Market trends in Montgomery

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
โ€”
Sale-to-List Price
โ€”
Price per sq ft
โ€”
Available listings
26
7
MoM

Around this home

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 Montgomery

At least 39 Trulia users voted on each feature.
  • 93 % Say it's dog friendly

  • 88 % Say car is needed

  • 85 % Say parking is easy

  • 82 % Say yards are well-kept

  • 81 % Say people would walk alone at night

  • 78 % Say there's holiday spirit

  • 77 % Say kids play outside

  • 75 % Say there's wildlife

  • 70 % Say they plan to stay for at least 5 years

  • 69 % Say it's quiet

  • 67 % Say there are sidewalks

  • 63 % Say streets are well-lit

  • 61 % Say it's walkable to restaurants

  • 60 % Say it's walkable to grocery stores

  • 47 % Say neighbors are friendly

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Sarahadamsanderson
    "Yards all tend to run together. There are very few fences to contain pets. But there are lots of sidewalks and most people walk their dogs often in the neighborhood"
  • Taajcoop
    "We enjoy festivals, parades, concerts, farmers market every Saturday, speakers series, fitness programs and many other enjoyable activities "
  • TD
    "Great, friendly community. Very safe area with excellent schools nearby. Well kept and clean area. Location to major highways nearby. "
  • Fern R.
    "I bought this house New in 1977. Loved the area my son was born here. vert friendly area. Would love to move back"
  • Brian
    "I grew up in this neighborhood. It's very affluent and extremely nice for families. Some parts of Montgomery are not especially convenient for walkers, but you're not too far away from anything."
  • Shannon w.
    "Commute to downtown is about 20 minutes. Great access to the highways. Nice central location for greater Cincinnati area. Close to Kenwood but far enough from the hustle and bustle of the city."
  • Diane K.
    "I have lived here for twenty years. The neighborhood is friendly and people help each other out. lots of folks out walking and kids playing. trick or treat is loads of fun with bonfires,and sharing. "

LGBTQ Local Legal Protections

Frequently asked questions about 7744 Trailwind Dr

  • What is 7744 Trailwind Dr estimated to be worth?
    Trulia's estimated value for 7744 Trailwind Dr in Cincinnati, OH is $604,200.
  • What is the price history for 7744 Trailwind Dr?
    7744 Trailwind Dr in Cincinnati, OH last sold for $490,000 in January 2022.
  • Is Cincinnati a buyer's or seller's market?
    Cincinnati is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Cincinnati?
    Residents describe Cincinnati, OH as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Cincinnati, OH.
  • Does 7744 Trailwind Dr have air conditioning?
    Yes, 7744 Trailwind Dr in Cincinnati, OH has air conditioning.
  • Does 7744 Trailwind Dr have laundry facilities?
    Yes, 7744 Trailwind Dr in Cincinnati, OH has laundry facilities.

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