7744 Trailwind Dr
Cincinnati, OH 45242
4 Beds
2 Baths
2,278 sqft (on 0.71 acres)
4 Beds
2 Baths
2,278 sqft
(on 0.71 acres)
Local Information
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Description
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).
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
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 7744 Trailwind Dr
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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 |
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Exterior Home Features Roof: OtherExterior: Brick |
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached |
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Year Built Year Built: 1962 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Units in Building: 1 |
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Lot Area: 0.71 acres |
Price History for 7744 Trailwind Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 01/07/2022 | $490,000 | Sold | Cincy MLS #1723713 |
| 12/05/2021 | $475,000 | Pending | Cincy MLS #1723713 |
| 12/03/2021 | $475,000 | Listed For Sale | Cincy MLS #1723713 |
| 06/26/2015 | $299,900 | Sold | Cincy MLS #1449308 |
| 05/15/2015 | $299,900 | Pending | Agent Provided |
| 05/14/2015 | $299,900 | Listed For Sale | Agent Provided |
| 07/11/2014 | $299,999 | ListingRemoved | Agent Provided |
| 05/01/2014 | $299,999 | PriceChange | Agent Provided |
| 03/22/2014 | $305,900 | PriceChange | Agent Provided |
| 01/25/2014 | $309,900 | PriceChange | Agent Provided |
| 11/22/2013 | $315,000 | PriceChange | Agent Provided |
| 09/25/2013 | $320,000 | Listed For Sale | Agent Provided |
| 01/23/2003 | $180,000 | Sold | N/A |
Market trends in Montgomery
Last updated April 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
25 4MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $8,572 |
| Assessment | $490,000 |
Home facts updated by county records
Comparable Sales for 7744 Trailwind Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $606,000 | 06/17/25 | 4 | 2 | 2,186 | |
0.19 | Single-Family Home | $520,000 | 03/20/26 | 3 | 1.5 | 2,020 | |
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 | |
0.30 | Single-Family Home | $470,000 | 06/11/25 | 3 | 2 | 1,576 | |
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 | |
0.52 | Single-Family Home | $600,000 | 06/13/25 | 4 | 3 | 2,382 | |
0.42 | Single-Family Home | $415,000 | 01/09/26 | 3 | 2 | 1,666 |
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Assigned Schools
These are the assigned schools for 7744 Trailwind Dr.
- Edwin H Greene Intermediate Middle School
- 5-7
- Public
- 995 Students
6/10GreatSchools RatingParent Rating Averagei like this school this is my school there is some bad kids but overall, its a great schoolStudent Review1y ago - Maple Dale Elementary School
- K-4
- Public
- 574 Students
9/10GreatSchools RatingParent Rating AverageI like Maple Dale Elementary a lot. My daughter is thriving there. I like it because: 1) the gift program gives kids new opportunities; 2) the teachers are great; 3) according to my daughter, she does not see bullying; 4) the teachers work hard to help kids develop reading habit and guide them to like reading.Other Review10y ago - Sycamore High School
- 9-12
- Public
- 1602 Students
9/10GreatSchools RatingParent Rating AverageI have had three students attend the Sycamore k-12. It offers a vast variety of opportunities for students with varying interests and needs. The support services are outstanding. And yes, they strive to get the best out of your child.Parent Review1y ago - Sycamore Junior High School
- 7-8
- Public
- 911 Students
7/10GreatSchools RatingParent Rating AverageOur daughter attended this school for 3yrs. We pulled her and put her in a Charter school. (One of the best in the country and is quickly climbing the list as the top school in Ohio) but I digress . The school itself isn’t the worse, but the kids are. I’m not sure why this school is so desirable? Once upon a time, I do believe it was one of the best, but in the last five years, I would not recommend the school at all. You’re putting a bunch of kids who sit on TikTok and YouTube all day and putting them in a building together. You get exactly what you think that would create. The school is very impersonal. In three years I believe we met with her teachers once.. The teachers try to be “cool” instead of models for authority and leadership. If you want a student lead school - this is it. If you want a teacher lead school look elsewhere.Parent Review1y ago 
Check out schools near 7744 Trailwind Dr.
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
62 % 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.
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7744 Trailwind Dr, Cincinnati, OH 45242 is a 4 bedroom, 2 bathroom, 2,278 sqft single-family home built in 1962. This property is not currently available for sale. 7744 Trailwind Dr was last sold on Jan 7, 2022 for $490,000. The current Trulia Estimate for 7744 Trailwind Dr is $643,500.