George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Trumbull, CT / SOLD
5299 Madison AvenueTrumbull, CT 06611
The buyer could have saved $3,050 in brokerage fees*
When you buy with Cress, we give you back a portion of the brokerage commission we receive.
See how the commission rebate works ↗*Estimate assumes a 2.5% buyer-agent commission and a 20% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.
Sale Price$610,000ClosedOctober 22, 2025
Open house
Our Take
5299 Madison Avenue is a 1968 raised ranch in Trumbull’s Tashua area, set on one acre with three bedrooms and two full and one half bath. The main level has hardwood floors, a living room, formal dining room, and eat-in kitchen with abundant cabinetry. A finished lower level adds a family room with fireplace, office area, and half bath. Outside, the property has paver walkways, a level backyard with wooded backdrop, and a storage shed. Central air, gas heat, vinyl siding, brick, and Anderson thermopane windows are also included.
At a glance
Closed · MLS #24122427- Bedrooms
- 3
- BathroomsBaths
- 2 full / 1 half
- Square feet
- 2,220
- Year built
- 1968
- Acres
- 1
- Property taxes
- $10,834
July 2025-June 2026
What stands out
- One-acre setting with level, wooded-backdrop backyard
- Hardwood floors on the main level
- Eat-in kitchen with abundant cabinetry
- Primary bedroom with ensuite bath
- Remodeled full bath with cherry double-sink vanity
- Finished lower-level family room with fireplace
- Central air and gas heat
- Whirlpool washer and newer dryer remain
Read the full listing description
This attractive 3-bedroom, 2.5-bath raised ranch w/ 2220 SF is nestled on a picturesque acre in the sought-after Tashua area. Central air, gas heat, easy-care vinyl siding & brick exterior, paver walkways, Anderson thermopane windows, a storage shed, & an expansive level backyard with wooded backdrop add to this home's appeal. The main level boast hardwood floors; newer interior doors w/updated hardware; a bright & airy living room & formal dining room; & a spacious fully-applianced EIK w/abundant cabinetry, recessed lighting, & generous dining area. The primary bedroom has an ensuite bath w/mahogany-stained vanity w/ granite countertop & shower stall. Two additional bedrooms with double closets & overhead lighting share a stylishly remodeled full bath w/ cherry double sink vanity, marble flooring, bathtub w/ tile surround & glass door enclosure, wainscotting, & linen closet. The finished LL has 720 SF with a warm & inviting family room with fireplace & office area, and a remodeled half bath with cherry vanity with granite countertop, custom-built cherry storage unit, & Travertine tile flooring. A Whirlpool washer & newer dryer will remain. This prime location offers easy access to schools, shopping, major commuting routes, restaurants, & recreation areas including the nearby Tashua Knolls recreation area with 18-hole golf course, 9-hole executive course, clubhouse, tennis & pickleball courts, playground, & newly renovated pool with splash pad & new Pool Pavilion. Wow!
Schools
- Elementary
- Tashua
- Middle
- Madison
- High
- Trumbull
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
Price history
| Date | Event | Price |
|---|---|---|
| Closed price | $610,000 | |
| Original list price | $600,000 |
Intermediate price changes and previous listings may not be included.
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*Estimate: $610,000 closed price × assumed 2.5% buyer-agent commission × 20% rebate = $3,050. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.
Listed by Berkshire Hathaway NE Prop. · (203) 261-2260
Joan Hainsworth
SmartMLS · Listing #24122427 · Closed
Listing data checked: Sep 26, 2026, 12:24 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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