299 CROSS ST
Valuation
Tax & Assessment
Property Facts
Transaction History(5)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Middletown School District
Neighborhood · ZIP 06457These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
299 Cross St measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 75% of homes in Lower Connecticut River Valley County
- Costs less per square foot than 82% of homes in Lower Connecticut River Valley County
- Older than 87% of homes in Lower Connecticut River Valley County
What homes are worth in Middletown 06457
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 51% of homes in Middletown 06457.
How it measures up in Middletown 06457
The dot is this home. The mark in the middle is the typical home in Middletown 06457.
Pricier than 51% of homes nearby
Pricier than 36% of homes nearby
Bigger than 58% of homes nearby
Bigger than 63% of homes nearby
Newer than 16% of homes nearby
| Measure | This home | Middletown 06457 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $370,330 | 51% of homes | 25% of homes |
| Price per ft²pricier than | $231 | 36% of homes | 18% of homes |
| Living areabigger than | 1,606 ft² | 58% of homes | 49% of homes |
| Lot sizebigger than | 0.46 ac | 63% of homes | 38% of homes |
| Year builtnewer than | 1927 | 16% of homes | 13% of homes |
About 299 Cross St
How much is 299 Cross St, Middletown, CT worth?
The TopHap Estimate for 299 Cross St, Middletown, CT is $370,330 as of Oct 21, 2026. The likely range is $354,926 to $385,734. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 299 Cross St, Middletown, CT last sell?
299 Cross St, Middletown, CT last sold on Jul 27, 2007 for $267,500, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 299 Cross St, Middletown, CT?
299 Cross St, Middletown, CT has 2 bedrooms, 1 bathrooms, 1,606 square feet of living space and a 0.46-acre lot.
When was 299 Cross St, Middletown, CT built?
299 Cross St, Middletown, CT was built in 1927, making it 99 years old. It is a cape cod home. The building has 1 story.
What schools serve 299 Cross St, Middletown, CT?
299 Cross St, Middletown, CT is assigned to Snow School (elementary), rated C; Beman Middle School (middle), rated C-; Middletown High School (high), rated D+. All sit in Middletown School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 299 Cross St, Middletown, CT compare to other homes in Middletown 06457?
Among the 12,599 homes in Middletown 06457, it is worth more than 51% of them ($370,330 against a typical $367,447), its price per square foot is higher than 36% of them ($231 against a typical $248), it is bigger than 58% of them (1,606 ft² against a typical 1,476 ft²), its lot is bigger than 63% of them (0.46 ac against a typical 0.37 ac) and it is newer than 16% of them (1927 against a typical 1971). Measured against all of Lower Connecticut River Valley County, it is worth more than 25% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 299 Cross St, Middletown, CT?
The 2026 property tax bill for 299 Cross St, Middletown, CT was $6,943. The county assessed it at $170,180.
More homes on Cross St
- 236 Cross St$328K3 bd · 1 ba · 1,560 ft² · Sold $320K · May 2026
- 232 Cross St$250K3 bd · 1 ba · 1,485 ft² · Sold $230K · Jun 2025
- 283 Cross St4 bd · 2 ba · 1,788 ft² · Sold $345K · Aug 2022
- 272 Cross St$439K3 bd · 2.5 ba · 1,323 ft² · Sold $430K · Mar 2022
- 256 Cross St$321K2 bd · 2.5 ba · 1,239 ft² · Sold $227K · Jul 2018
- 282 Cross St$298K3 bd · 2 ba · 999 ft² · Sold $192K · May 2015
- 244 Cross St$317K3 bd · 1 ba · 1,440 ft² · Sold $228K · Jul 2008
- 263 Cross St$352K4 bd · 2 ba · 1,612 ft² · Sold $243K · Feb 2007
- 276 Cross St$372K3 bd · 2.5 ba · 1,940 ft² · Sold $215K · Jul 2005
- 265 Cross St$319K3 bd · 1.5 ba · 1,288 ft² · Sold $191K · Feb 2005
- 240 Cross St6 bd · 2.5 ba · 2,544 ft² · Sold $207K · Jul 2003
- 260 Cross St$343K3 bd · 1 ba · 1,296 ft² · Sold $131K · Oct 2000
Closest homes
- 283 Cross St139 ft · 4 bd · 2 ba · 1,788 ft² · Sold $345K · Aug 2022
- 282 Cross St$298K184 ft · 3 bd · 2 ba · 999 ft² · Sold $192K · May 2015
- Cross St198 ft · 3 bd · 2 ba · 999 ft² · Sold Jan 1900
- 280 Cross St$325K189 ft · 5 bd · 2 ba · 1,790 ft² · Sold Jan 1900
- 221 Butternut St$317K212 ft · 0.49 ac · Sold Jan 1900
- 221 Butternut St$303K256 ft · 2 bd · 1 ba · 1,030 ft² · Sold Jan 1900
- 208 Butternut St$363K283 ft · 3 bd · 1.5 ba · 1,860 ft² · Sold $170K · May 2002
- 276 Cross St$372K237 ft · 3 bd · 2.5 ba · 1,940 ft² · Sold $215K · Jul 2005
More homes in Middletown 06457
- 555 Butternut St$425K3 bd · 3 ba · 1,338 ft² · Sold $350K · Oct 2026
- 212 Boston Rd4 bd · 1.5 ba · 1,344 ft² · Sold $317K · Oct 2026
- 175 Newfield St$330K3 bd · 1 ba · 1,075 ft² · Sold $330K · Oct 2026
- 25 Morgan St$395K4 bd · 2.5 ba · 1,874 ft² · Sold $395K · Oct 2026
- 824 Randolph Rd$323K2 bd · 2.5 ba · 1,282 ft² · Sold $322K · Oct 2026
- 69 Ledgebrook Ln$487K3 bd · 2.5 ba · 1,699 ft² · Sold $487K · Oct 2026
- 6 Longworth Ave$260K3 bd · 1.5 ba · 1,428 ft² · Sold $263K · Oct 2026
- 25 Garfield Ave$425K3 bd · 2 ba · 1,623 ft² · Sold $425K · Oct 2026
- 93 Carriage Crossing Ln$216K2 bd · 2 ba · 866 ft² · Sold $195K · Oct 2026
- 70 Bielefield Rd$328K2 bd · 1 ba · 1,776 ft² · Sold $326K · Oct 2026
- 220 Randolph Rd$568K4 bd · 2.5 ba · 2,416 ft² · Sold $565K · Oct 2026
- 18 Gibson Ln$457K3 bd · 2 ba · 1,536 ft² · Sold $455K · Oct 2026
Assigned schools
Explore the area
See this home in context
Open 299 Cross St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map