34 CASTLEWOOD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(2)
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Monroe School District
Neighborhood · ZIP 06468These 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
34 Castlewood Dr 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 more than 65% of homes in Monroe 06468
- Bigger than 70% of homes in Greater Bridgeport County
- Among the smallest lots in Monroe 06468
- Newer than 96% of homes in Monroe 06468
What homes are worth in Monroe 06468
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 65% of homes in Monroe 06468.
How it measures up in Monroe 06468
The dot is this home. The mark in the middle is the typical home in Monroe 06468.
Pricier than 65% of homes nearby
Pricier than 51% of homes nearby
Bigger than 58% of homes nearby
Smaller than almost all homes nearby
Newer than 96% of homes nearby
| Measure | This home | Monroe 06468 | Greater Bridgeport County |
|---|---|---|---|
| Estimated valuepricier than | $685,710 | 65% of homes | 64% of homes |
| Price per ft²pricier than | $301 | 51% of homes | 36% of homes |
| Living areabigger than | 2,281 ft² | 58% of homes | 70% of homes |
| Lot sizebigger than | 2,085 ft² | almost no homes | almost no homes |
| Year builtnewer than | 2005 | 96% of homes | 96% of homes |
About 34 Castlewood Dr
How much is 34 Castlewood Dr, Monroe, CT worth?
The TopHap Estimate for 34 Castlewood Dr, Monroe, CT is $685,710 as of Aug 30, 2026. The likely range is $660,442 to $710,978. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 34 Castlewood Dr, Monroe, CT last sell?
34 Castlewood Dr, Monroe, CT last sold on Oct 15, 2018 for $321,300, according to the county's recorded deed.
How big is 34 Castlewood Dr, Monroe, CT?
34 Castlewood Dr, Monroe, CT has 3 bedrooms, 2.5 bathrooms, 2,281 square feet of living space and a 0.05-acre lot.
When was 34 Castlewood Dr, Monroe, CT built?
34 Castlewood Dr, Monroe, CT was built in 2005, making it 21 years old. It is a condo/apartment home. The building has 2 stories.
What schools serve 34 Castlewood Dr, Monroe, CT?
34 Castlewood Dr, Monroe, CT is assigned to Jockey Hollow School (middle), rated A-; Fawn Hollow Elementary School (elementary), rated A+; Masuk High School (high), rated A+. All sit in Monroe School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 34 Castlewood Dr, Monroe, CT compare to other homes in Monroe 06468?
Among the 6,749 homes in Monroe 06468, it is worth more than 65% of them ($685,710 against a typical $615,202), its price per square foot is higher than 51% of them ($301 against a typical $299), it is bigger than 58% of them (2,281 ft² against a typical 2,125 ft²), its lot is bigger than almost none of them (2,085 ft² against a typical 1.04 ac) and it is newer than 96% of them (2005 against a typical 1975). Measured against all of Greater Bridgeport County, it is worth more than 64% 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 34 Castlewood Dr, Monroe, CT?
The 2025 property tax bill for 34 Castlewood Dr, Monroe, CT was $11,313. The county assessed it at $394,600.
More homes on Castlewood Dr
- 7 Castlewood Dr$736K3 bd · 2.5 ba · 2,658 ft² · Sold $700K · Sep 2025
- 27 Castlewood Dr$659K3 bd · 3 ba · 2,232 ft² · Sold $599K · Dec 2024
- 38 Castlewood Dr$741K3 bd · 3.5 ba · 2,811 ft² · Sold $660K · Aug 2024
- 6 Castlewood Dr$673K3 bd · 2.5 ba · 2,218 ft² · Sold $575K · May 2024
- 11 Castlewood Dr$686K3 bd · 2.5 ba · 2,220 ft² · Sold $600K · Aug 2023
- 2 Castlewood Dr$705K3 bd · 2.5 ba · 2,279 ft² · Sold $575K · Jun 2023
- 9 Castlewood Dr$724K3 bd · 2.5 ba · 2,281 ft² · Sold $385K · Jan 2019
- 15 Castlewood Dr$497K3 bd · 2.5 ba · 1,568 ft² · Sold $272K · May 2018
- 32 Castlewood Dr$465K3 bd · 2.5 ba · 1,568 ft² · Sold $285K · Jan 2017
- 23 Castlewood Dr$729K3 bd · 3 ba · 2,281 ft² · Sold $360K · Nov 2016
- 4 Castlewood Dr$690K3 bd · 2.5 ba · 2,281 ft² · Sold $430K · Apr 2016
- 1 Castlewood Dr$670K3 bd · 3 ba · 2,154 ft² · Sold $398K · Nov 2015
Closest homes
- 21 Castlewood Dr$436K0 ft · 3 bd · 2.5 ba · 1,568 ft² · Sold $238K · Sep 2006
- 5 Stonecroft Way$693K0 ft · 3 bd · 2.5 ba · 2,140 ft² · Sold $570K · Aug 2022
- 25 Castlewood Dr$607K0 ft · 3 bd · 2.5 ba · 1,892 ft² · Sold $465K · May 2006
- 10 Stonecroft Way$534K0 ft · 3 bd · 2.5 ba · 2,140 ft² · Sold $153K · Dec 2005
- 7 Castlewood Dr$736K0 ft · 3 bd · 2.5 ba · 2,658 ft² · Sold $700K · Sep 2025
- 19 Castlewood Dr$701K0 ft · 3 bd · 2.5 ba · 2,281 ft² · Sold $4.6M · Jul 2005
- 8 Stonecroft Way$651K0 ft · 3 bd · 2.5 ba · 2,208 ft² · Sold $469K · Oct 2006
- 1 Stonecroft Way$677K0 ft · 3 bd · 2.5 ba · 2,281 ft² · Sold $370K · Jun 2012
More homes in Monroe 06468
- 17 Patmar Ter$530K3 bd · 2 ba · 2,024 ft² · Sold $400K · Aug 2026
- 104 Bart Rd$555K3 bd · 3 ba · 1,424 ft² · Sold $555K · Aug 2026
- 223 Wheeler Rd$535K4 bd · 1.5 ba · 1,608 ft² · Sold $535K · Aug 2026
- 29 Alpine Rd5 bd · 3.5 ba · 4,233 ft² · Sold $1.2M · Aug 2026
- 47 Canterbury Ln$790K4 bd · 2.5 ba · 2,952 ft² · Sold $790K · Aug 2026
- 45 Sunrise Ter0.23 ac · Sold $275K · Aug 2026
- 21 Sprucebrook Trl$361K1 bd · 1.5 ba · 1,388 ft² · Sold $387K · Aug 2026
- 176 Cutlers Farm Rd$901K4 bd · 2.5 ba · 2,816 ft² · Sold $901K · Aug 2026
- 11 Behrens Ter$460K1 bd · 2.5 ba · 1,187 ft² · Sold $399K · Aug 2026
- 14 Juniper Cir$488K1 bd · 2.5 ba · 1,679 ft² · Sold $425K · Aug 2026
- 653 Elm St$517K3 bd · 1.5 ba · 1,512 ft² · Sold $300K · Aug 2026
- 95 Pinto Ln$1.1M4 bd · 4 ba · 3,480 ft² · Sold $1.1M · Aug 2026
Assigned schools
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